2-(2-(benzo[d]oxazol-2-ylamino)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxamido)benzoicacid

ID: ALA5085554

PubChem CID: 73336291

Max Phase: Preclinical

Molecular Formula: C26H20ClN5O4

Molecular Weight: 501.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccccc2C(=O)O)C(c2ccccc2Cl)N=C(Nc2nc3ccccc3o2)N1

Standard InChI:  InChI=1S/C26H20ClN5O4/c1-14-21(23(33)29-18-11-5-3-9-16(18)24(34)35)22(15-8-2-4-10-17(15)27)31-25(28-14)32-26-30-19-12-6-7-13-20(19)36-26/h2-13,22H,1H3,(H,29,33)(H,34,35)(H2,28,30,31,32)

Standard InChI Key:  CQXVIMPMRWEEPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   10.7302   -5.3016    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.7437   -4.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7437   -3.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7571   -2.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7666   -3.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7666   -4.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7596   -5.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7596   -6.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7731   -7.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7866   -6.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8000   -7.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8135   -6.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8139   -5.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8249   -4.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8387   -5.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8408   -6.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8313   -7.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8313   -8.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8448   -8.8087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8178   -8.8087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7866   -5.2952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7731   -8.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7865   -8.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7596   -8.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7460   -8.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7326   -8.8060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7191   -8.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969   -7.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4527   -6.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8650   -5.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6961   -5.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -6.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7017   -7.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8678   -7.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6506   -8.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7460   -7.0506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  2  7  2  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 10 21  2  0
 22  9  2  0
 22 23  1  0
 24 22  1  0
 25 24  1  0
 25 26  1  0
 26 27  1  0
 28 27  2  0
 29 28  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 34 33  1  0
 34 29  2  0
 35 34  1  0
 35 27  1  0
 36 25  2  0
 36  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5085554

   2-[[2-(1,3-Benzoxazol-2-ylamino)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyrimidine-5-carbonyl]amino]benzoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.93

Molecular Weight (Monoisotopic): 501.1204

AlogP: 5.20

#Rotatable Bonds: 5

Polar Surface Area: 128.85

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.29

CX Basic pKa: 3.90

CX LogP: 4.52

CX LogD: 1.89

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.99

References

1.  (2021)  Galactokinase inhibitors, 

2. Liu L, Tang M, Pragani R, Whitby FG, Zhang YQ, Balakrishnan B, Fang Y, Karavadhi S, Tao D, LeClair CA, Hall MD, Marugan JJ, Boxer M, Shen M, Hill CP, Lai K, Patnaik S..  (2021)  Structure-Based Optimization of Small Molecule Human Galactokinase Inhibitors.,  64  (18.0): [PMID:34491744] [10.1021/acs.jmedchem.1c00945]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data